All right everyone, let me tell you about the time I lost my anal virginity. This happened just over 24 hours ago with my [22/F] boyfriend [29/M] of a few months. For some background, he has had anal sex before but I hadn’t ever – only some light anal play, maybe a finger on occasion, that sort of thing. For some of the cute background on our relationship because I’m sappy and have an emotional approach towards sex, we’ve both said one of the main things that attracted us to the other is that we’re both equally goofy and silly. We joke around a lot and have a lot of fun teasing each other. I have a tendency to be a tad bit high strung while he’s very mellow, so we balance each other out nicely. All in all, he’s fantastic and last night only proved this more.